767840
Zinc difluoromethanesulfinate
95%
Synonym(s):
Bis(((difluoromethyl)sulfinyl)oxy)zinc, 1,1-difluoro-methanesulfinic acid zinc salt (2:1), Baran difluoromethylation reagent, DFMS
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About This Item
Empirical Formula (Hill Notation):
C2H2F4O4S2Zn
CAS Number:
Molecular Weight:
295.55
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Quality Segment
assay
95%
form
solid
reaction suitability
reaction type: C-C Bond Formation, reaction type: Fluorinations, reagent type: catalyst
reaction type: C-H Activation, reagent type: diversification reagent
functional group
fluoro, sulfinic acid
storage temp.
2-8°C
SMILES string
FC(F)S(=O)O[Zn]OS(=O)C(F)F
InChI
1S/2CH2F2O2S.Zn/c2*2-1(3)6(4)5;/h2*1H,(H,4,5);/q;;+2/p-2
InChI key
UGEYAPVLXKEKMP-UHFFFAOYSA-L
General description
Zinc difluoromethanesulfinate is a reagent widely used to incorporate difluoromethyl functionality onto biologically significant structural motifs. It is used to difluoromethylate compounds such as heteroarenes, thiols, enones, and α, β‐unsaturated carboxylic acids.
Material is complexed with up to 1 equivalent of ZnCl2
Application
Zinc difluoromethanesulfinate (DFMS) is part of a zinc sulfinate toolbox developed by Phil Baran for the simple and rapid diversification of heterocycles.†
Practical and Innate Carbon-Hydrogen Functionalization of Heterocycles
DFMS is a new reagent for direct difluoromethylation of organic substrates via a radical process. This mild, operationally simple, chemoselective, and scalable difluoromethylation method is compatible with a range of nitrogen-containing heteroarene substrates of varying complexity as well as select classes of conjugated p−systems and thiols.†
A New Reagent for Direct Difluoromethylation
Learn More at the Professor and Product Portal of Professor Phil S. Baran.
Practical and Innate Carbon-Hydrogen Functionalization of Heterocycles
DFMS is a new reagent for direct difluoromethylation of organic substrates via a radical process. This mild, operationally simple, chemoselective, and scalable difluoromethylation method is compatible with a range of nitrogen-containing heteroarene substrates of varying complexity as well as select classes of conjugated p−systems and thiols.†
A New Reagent for Direct Difluoromethylation
Learn More at the Professor and Product Portal of Professor Phil S. Baran.
Other Notes
Frequently Asked Questions are available for this Product.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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